HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-[3-(Benzyloxy)propyl]-3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → 3-[3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-[3-(Benzyloxy)propyl]-3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 67812175 | — |
| Reactant | Methyl 4-[5-({2-[(4-{[ethoxy(hydroxy)phosphoryl]methyl}-2-methoxyphenyl)amino]-5-(trifluoromethyl)pyrimidin-4-yl}amino)-6-(methylcarbamoyl)pyridin-2-yl]-1-(3-hydroxypropyl)-1H-pyrrole-2-carboxylate | HCID 86697760 | — |
| Product | 3-[3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]propan-1-ol | HCID 67813938 | 100.2% |
Reaction Steps
1-[3-(Benzyloxy)propyl]-3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (Compound 43C, 560 mg, 1.5 mmol) was hydrogenated using the procedure from Compound 38A to afford 421 mg of the desired title compound (99%). 1H NMR (400 MHz, CD3OD) δ 4.08 (t, J=7.1 Hz, 2H), 3.50 (t, J=6.1 Hz, 2H), 2.40 (s, 3H), 2.27 (s, 3H), 1.95 (t, J=6.7 Hz, 2H), 1.30 (s, 12H). MS (ESI): m/z=280.37 [M+H]+. UPLC: tR=1.29 min (UPLC-TOF: polar—2 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133224B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-921d4005c0e24d59a574361f87517428 |
| Source note | uspto-grants-2015_09 |